Calendly

SaaS/schedulingUSA

New to Unitard

✂️ Markdown

Peak $3 BillionToday

~-74%

from peak

🦄
Became a unicorn
Jan 2021
📈
Peak valuation
$3 Billion ’21
💔
Became a Unitard
~2023
💸
Last valuation
~$780M

Current status

PitchBook est. $793M (Dec 2025)

The rise & fall

5 moments · 2013–2026

The key moments, with employee sentiment along the way.

2013

Founded in Atlanta

Tope Awotona pours his savings into a simple idea: a link that kills the 'when are you free?' email chain.

Wikipedia

Jan 2021

The peak: $3B, almost overnight$3B

Largely bootstrapped for years, Calendly takes a $350M round at a $3B valuation as remote work makes the scheduling link ubiquitous.

CNBC

2023

Slips out of the club (on paper)

As the SaaS boom cools, PitchBook's model marks the private company at about $793M (end of 2025) — roughly 74% down and below the $1B line, though no down round makes it official.

PitchBook

2023–24

From the inside · Glassdoor reviews, 2023–24

Glassdoor reviews from 2023–24 described the reset from inside: internal equity units that had lost most of their value were cashed out while underwater, a 2023 workforce reduction, and perks and stipends trimmed as the boom-era cushion faded.

Jun 2026

The face of the SaaS fallers

CNBC's report on PitchBook's 220 fallen unicorns leads its SaaS section with Calendly; its table puts the company at $793M, 74% below the 2021 round.

CNBC

💬 entries paraphrase anonymous, unverified reviews posted publicly on Glassdoor ↗; dated facts carry their source.

How it happened

Calendly is a US scheduling-software company that raised at a $3B valuation in early 2021. As the SaaS funding boom cooled, PitchBook's model put its value at about $793M at the end of 2025 — roughly 74% below the 2021 round — and CNBC led the SaaS section of its fallen-unicorn report with the company. As a private firm that has not raised since 2021, the markdown is an external estimate rather than a priced round.

Source: PitchBook model estimate as of Dec 31, 2025 (CNBC's fallen-unicorn table, Jun 2026), not a priced round

Founder

Tope Awotona
founder & CEO
Still there — CEO + FounderLinkedIn ↗

Current roles as self-reported on LinkedIn, retrieved 2026-08-19. See our methodology.

Disclosed investors (4)

Historical funding participation; lists may be incomplete and do not establish current ownership or investor losses.

* Lead in a funding round · Crunchbase ↗ · 2026-10-13 · Methodology · Leaderboard